La Canonica di Cortine Cottages

Tuscany, Italy

  • 4
  • 2
  • 1-2
  • Five unique two-bedroom cottages
  • Part of a beautifully restored historic hamlet
  • Informal and friendly
  • Delightful views of Chianti countryside
  • Restaurant 5-minute drive

Advance Registration... select your dates and reserve your 2023 holiday online, with a fully refundable deposit of £500.

Each of the five attractive cottages on La Canonica di Cortine Estate has a unique and charming appeal. Whether you chose jasmine clad Alba Cottage or the one-time chapel to Cortine’s own historic castle, Vespro Cottage, you can be sure of a restful stay in an authentically Tuscan atmosphere. All the cottages have two-bedrooms, spacious living areas, well-equipped kitchens and their own patio, terrace or garden. As a guest at Canonica di Cortine, you'll have access to the shared swimming pool and room to relax in a small olive grove where canopies are strung between the trees to provide shade in the heat of the day. The estate’s idyllic grounds reflect Italian living at its finest; follow the lavender and rosemary-lined walkways and you’ll find a number of outdoor seating areas, decorated with large terracotta pots overflowing with flowers.

In and around the Estate

Breakfast and light lunches are available on request (paid for locally) but, this being Chianti, there’s no shortage of excellent food and wine nearby. You can also book a cookery lesson at La Canonica di Cortine (for a minimum of two people) or visit one of the areas many boutique wineries to try a Chianti Classico or taste the local olive oil. Add a few beauty treatments (available on request and payable locally) or a long country walk around the Badia a Passignano and you have the makings of pure escapism. The nearest restaurant, recently visited by George and Amal Clooney, is a 20-minute walk away; the village of San Donato in Poggio, just a five-minute drive. And being an eight-minute drive to the main road between Florence and Siena, a visit to one or both of these iconic cities should definitely be on your agenda: two points of the Golden Triangle that also includes San Gimignano, all accessible in under an hour. On the third weekend in September, medieval Panzano, a 20-minute drive away, hosts the annual Vino al Vino Wine Festival, a chance to sample the local tipples with a soundtrack of live music in the afternoon. This historic town is also home to Dario Cecchini’s famous restaurants and his butcher’s shop, which has as much personality as the celebrity butcher himself.

Explore our pre-bookable experiences in Tuscany



  • 5 two-bedroom cottages


  • Complimentary WiFi
  • Air-conditioning
  • Central heating (payable locally)
  • Laundry service available on request (payable locally)
  • Cot and cot linen available on request; 10€ per day, payable locally
  • Shared swimming pool
  • Breakfast basket delivery available on request (payable locally)
  • Cooking classes available on request payable locally (minimum 2 people € 120 per person)
  • Dinner available on request and payable locally (minimum 6 people)
  • Welcome packs are not supplied
  • A daily tourist tax applies for the first week of your stay only, which means that an average of €1.50 per person (14+ years) may be charged. This should be paid in cash during your stay.
  • Our Covid-19 pledge means your holiday is fully protected. However, there may be special conditions surrounding flexible booking at this property. For further details, please visit: /covid-pledge-flexible-booking.


  • All properties with WiFi are able to support basic functionality such as web browsing and checking emails. We aim to offer an uninterrupted service but sometimes due to factors beyond our control reliability can be affected.

Access times

  • Check in time – 4:00pm - 8:00pm
  • Check out time – 10:00am


  • San Donato in Poggio (restaurants/bars) 5min drive
  • Castellina in Chianti 15min drive
  • Panzano in Chianti 20min drive
  • Greve in Chianti 30min drive
  • San Gimignano 30min drive
  • Siena 50min drive
  • Florence 45min drive
  • Florence airport 45min drive
  • Pisa airport 1hr 25min drive


This property is priced on an accommodation-only basis. To view details of recommended flights please click here.

Car hire

We are happy to arrange your car hire in Italy; please click here to view options and prices. All hire cars booked with us include: 

  • Fully inclusive insurance, with zero excess*
  • Free additional driver

When you book your car with us, we'll also make sure the paperwork is done in advance, leaving you free to simply check and sign for the vehicle when you arrive. For further information regarding travel arrangements click here.

* For this particular destination, the undercarriage is not included in the cover.

Customer feedback

We enjoyed every minute of our holiday - the endless pretty hilltop villages and towns the people the food the wine and the weather. The cottage was a tranquil haven but perfectly placed for what we wanted to see and would most certainly go back again.
Caroline Mayo, May 2022

I just felt very confident booking our holiday to Tuscany with Simpson Travel. Trusted them completely and felt if something was to go wrong they would be there for us.
Mrs. L Dickson – July 2019

Tuscan Wandering was a new Simpson adventure for us. A wonderful experience in lovely hotels (La Locanda del Loggiato and La Canonica di Cortine). Helpful hosts to guide us through stunning countryside and hilltop villages. Superb organisation; we did not want to come home.
Chris & Anne Woodhead – September 2018

We had a very relaxing week at Canonica di Cortine. The accommodation was comfortable and well equipped and the setting beautiful. We made good use of the lovely swimming pool and the table tennis. Stefano was very helpful in recommending places to eat and even arranged a visit to the Chianti Space Observatory, which we highly recommend. Thank you for a wonderful stay.
Tara B – Alba – August 2018


We book with Simpson Travel as we know what we will get – out of the ordinary in every way, great locations, fabulous hosts and kindred spirits. Both our selected properties in Tuscany, La Madonnina and La Canonica di Cortine, had so much to recommend them whilst being totally different – a great combination.
Martin Sims – Solatio – August 2018

Our choice of Italian properties is diverse, ranging from simple charm to genuine luxury and style. Much of our portfolio is privately owned, and price alone is therefore not a universal guide. We contract all our accommodation in person, and each property has its individual appeal.

To help you make the right choice based on your own priorities, we have devised a simple grading guide to be considered in conjunction with each individual property description, awarding up to a maximum of five stars for the below categories.

Grading Help

Property Grading Key:

  • 5/5


  • 4/5

    Very good

  • 3/5


  • Location


    Position, view, serenity, privacy

  • Comfort


    Space, style, overall furnishings

  • Facilities*


    Property enhancements

  • Amenities*


    Proximity to beaches, restaurants and shops

* For further clarification on Facilities and Amenities, please view the 'Details' tab for each property or speak to one of our experienced sales consultants.

From the moment you arrive in Tuscany, you are invited to share in its grand passions and indulgent pleasures – world-famous wine, mouth-watering food and epic histories. Each of Tuscany’s ten provinces has its own unique personality, but wherever you stay, you’ll find yourself surrounded by a verdant patchwork of olive groves, cypress trees and vineyards. From the birthplace of the Renaissance, Florence, to the narrow streets of hilltop San Gimignano, Tuscany makes for a stunning escape. 

To complete the picture, explore our collection of handpicked villas and charming apartments.

Explore our pre-bookable experiences in Tuscany



Read more on our Tuscany region page

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